</a><p>Not only is Issa Rae</a> the insanely talented star of HBO's Insecure</a>, but she's also the writer, producer, and creator of the series, which means one of the first thoughts that probably crosses your mind is: teach me your ways. So we did exactly that, as Issa joined us at this year's POPSUGAR Play/Ground</a> to share her most valuable and inspiring words of wisdom, as she talked of overcoming self-doubt and breaking barriers</a>.</p><br /><p>After she opened up about her rise to the top, we sat down with the star to get to know her even better with a game of firsts - where she revealed everything from her first splurge . . .</p><br /><p><br></p><br /><p>. . . to the story behind her very first audition.</p><br /><p><br></p><br /><p>Check out the full video above to watch it all go down!</p>
